EP0005145B1 - Verfahren zur Herstellung von 5-(2-Bromäthyliden)-2(3H)-4a-methyl-4,4a,5,6,7,8-hexahydronaphthalin-2-on und 5-Äthenyl-2(3H)-4a-methyl-4,4a,7,8-tetrahydronaphthalin-2-on daraus durch Dehydrobromierung - Google Patents
Verfahren zur Herstellung von 5-(2-Bromäthyliden)-2(3H)-4a-methyl-4,4a,5,6,7,8-hexahydronaphthalin-2-on und 5-Äthenyl-2(3H)-4a-methyl-4,4a,7,8-tetrahydronaphthalin-2-on daraus durch Dehydrobromierung Download PDFInfo
- Publication number
- EP0005145B1 EP0005145B1 EP79100460A EP79100460A EP0005145B1 EP 0005145 B1 EP0005145 B1 EP 0005145B1 EP 79100460 A EP79100460 A EP 79100460A EP 79100460 A EP79100460 A EP 79100460A EP 0005145 B1 EP0005145 B1 EP 0005145B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- methyl
- ethenyl
- bromoethylidene
- lithium
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- KCWCFARHWFJQSF-UHFFFAOYSA-N OC(CCCC1=CC(CC2)=O)C12[Ne] Chemical compound OC(CCCC1=CC(CC2)=O)C12[Ne] KCWCFARHWFJQSF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/647—Unsaturated compounds containing a keto groups being part of a ring having unsaturation outside the ring
- C07C49/653—Unsaturated compounds containing a keto groups being part of a ring having unsaturation outside the ring polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
- C07C45/66—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups by dehydration
Definitions
- pyridine in the foregoing example can be replaced by 4-methylpyridine, 2,6-dimethylpyridine, 2,4,6-trimethylpyridine or 4-ethyl-2-methylpyridine with similar results.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (4)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US885776 | 1978-03-13 | ||
US05/885,776 US4157349A (en) | 1978-03-13 | 1978-03-13 | Dehydrohalogenation process |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0005145A1 EP0005145A1 (de) | 1979-11-14 |
EP0005145B1 true EP0005145B1 (de) | 1981-12-30 |
Family
ID=25387672
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP79100460A Expired EP0005145B1 (de) | 1978-03-13 | 1979-02-16 | Verfahren zur Herstellung von 5-(2-Bromäthyliden)-2(3H)-4a-methyl-4,4a,5,6,7,8-hexahydronaphthalin-2-on und 5-Äthenyl-2(3H)-4a-methyl-4,4a,7,8-tetrahydronaphthalin-2-on daraus durch Dehydrobromierung |
Country Status (7)
Country | Link |
---|---|
US (1) | US4157349A (de) |
EP (1) | EP0005145B1 (de) |
JP (1) | JPS54128559A (de) |
CA (1) | CA1099743A (de) |
DE (1) | DE2961635D1 (de) |
DK (1) | DK94579A (de) |
IE (1) | IE48256B1 (de) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4680142A (en) * | 1982-03-02 | 1987-07-14 | International Flavors & Fragrances Inc. | Process for preparing 4,4A,5,6-tetrahydro-7-methyl-2-(3H)-naphthalenone, intermediates used in said process and novel crystalline form of same |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3086027A (en) * | 1960-01-22 | 1963-04-16 | Lilly Co Eli | 19-nor-4, 9(10)-steroids and process |
US3920748A (en) * | 1972-06-12 | 1975-11-18 | Hoffmann La Roche | Steroid total synthesis and intermediates |
US3920749A (en) * | 1973-08-17 | 1975-11-18 | Hoffmann La Roche | Process for dehydrating vinyl-substituted tertiary alcohols |
-
1978
- 1978-03-13 US US05/885,776 patent/US4157349A/en not_active Expired - Lifetime
-
1979
- 1979-02-09 CA CA321,134A patent/CA1099743A/en not_active Expired
- 1979-02-12 IE IE265/79A patent/IE48256B1/en unknown
- 1979-02-16 DE DE7979100460T patent/DE2961635D1/de not_active Expired
- 1979-02-16 EP EP79100460A patent/EP0005145B1/de not_active Expired
- 1979-03-07 JP JP2660779A patent/JPS54128559A/ja active Pending
- 1979-03-07 DK DK94579A patent/DK94579A/da not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
EP0005145A1 (de) | 1979-11-14 |
US4157349A (en) | 1979-06-05 |
IE790265L (en) | 1979-09-13 |
IE48256B1 (en) | 1984-11-14 |
DE2961635D1 (en) | 1982-02-18 |
DK94579A (da) | 1979-09-14 |
CA1099743A (en) | 1981-04-21 |
JPS54128559A (en) | 1979-10-05 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
SU1697591A3 (ru) | Способ получени ацилированных дикетоновых соединений | |
US7273937B2 (en) | Process for the preparation of Tazarotene | |
Hagedorn III et al. | Bicyclo [3.3. 0] octane-2, 6-dione and bicyclo [3.3. 0] octa-3, 7-diene-2, 6-dione | |
EP0005145B1 (de) | Verfahren zur Herstellung von 5-(2-Bromäthyliden)-2(3H)-4a-methyl-4,4a,5,6,7,8-hexahydronaphthalin-2-on und 5-Äthenyl-2(3H)-4a-methyl-4,4a,7,8-tetrahydronaphthalin-2-on daraus durch Dehydrobromierung | |
US4203928A (en) | Process for the preparation of 2-nitrobenzaldehyde | |
US3833671A (en) | Process for the preparation of isobornylphenol | |
EP0016504B1 (de) | Trihaloethylcarbonat-Derivate und deren Herstellungsverfahren | |
Scott et al. | Aliphatic diazo ketones. A modified synthesis requiring minimal diazomethane | |
CA1093097A (en) | Process for the production of cyanopinacolone | |
US3879449A (en) | 1-Phenyl-4-hydroxy-1-buten-3-ones and esters thereof | |
US5124489A (en) | Process for preparing phenethanol ethers by the reduction of corresponding phenylglyoxal acetals | |
US4212815A (en) | Preparation of vinylene fluorides | |
US4296258A (en) | Process for the preparation of macrocyclic ketones | |
CA1107300A (en) | Process for the preparation of 1,1-dihalo-4-methyl-1, 3-pentadienes | |
US4110538A (en) | Process for the preparation of acetal sulphones | |
US2760966A (en) | Compounds for synthesizing steroids | |
US5786518A (en) | Process for the manufacture of a gamma-halotiglic aldehyde | |
EP0032712B1 (de) | Verfahren zur Herstellung ungesättigter bicyclischer Kohlenwasserstoffe | |
US4087464A (en) | α-Halogeno-acetals of ethylenically unsaturated aldehydes and their preparation | |
AU666867B2 (en) | Process for preparing ketone enantiomer | |
US3257458A (en) | Process for the production of octene-(4)-dione-(2, 7) | |
US4069257A (en) | Process for preparing 2-acetyl-3-methyl-1,3-butadiene | |
HU200582B (en) | New process for producing dihydroxyacyl benzenes as intermediate products of leukotriene antagonists | |
US3849455A (en) | Process for preparing methyl and ethyl 3,11-dimethyl-7-ethyltrideca-2,6,10-trienoates | |
EP0067342A1 (de) | Verfahren zur Herstellung von 2-Chlor-1,3-dimethoxybenzol |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Designated state(s): BE CH DE FR GB IT LU NL |
|
17P | Request for examination filed | ||
ITF | It: translation for a ep patent filed |
Owner name: ING. C. GREGORJ S.P.A. |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Designated state(s): BE CH DE FR GB IT LU NL |
|
REF | Corresponds to: |
Ref document number: 2961635 Country of ref document: DE Date of ref document: 19820218 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19820228 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: LU Payment date: 19830107 Year of fee payment: 5 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 19840125 Year of fee payment: 6 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 19840206 Year of fee payment: 6 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: BE Payment date: 19840331 Year of fee payment: 6 |
|
NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee | ||
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 19850205 Year of fee payment: 7 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 19870228 Year of fee payment: 9 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CH Effective date: 19880229 |
|
BERE | Be: lapsed |
Owner name: STERLING DRUG INC. Effective date: 19880228 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Effective date: 19880901 |
|
NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee | ||
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19881028 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Effective date: 19881101 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee | ||
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19881118 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: BE Effective date: 19890228 |
|
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |